Bromodiphenylmethane → 1-Diphenylmethyloxy-5 p-methoxybenzyloxy-2-hydroxymethyl-4-pyridone

HRID 1086180Notes

Reaction equation

HRID 1086180 reaction equation
[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:6]([CH2:7][O:8][C:9]2[C:10](=[O:18])[CH:11]=[C:12]([CH2:16][OH:17])[N:13]([OH:15])[CH:14]=2)=[CH:5][CH:4]=1.CC(C)([O-])C.[K+].[CH:27](Br)([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>CN(C)C=O>[C:28]1([CH:27]([C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=2)[O:15][N:13]2[CH:14]=[C:9]([O:8][CH2:7][C:6]3[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:20][CH:19]=3)[C:10](=[O:18])[CH:11]=[C:12]2[CH2:16][OH:17])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

5

Reactant 3

HCID 236603BromodiphenylmethaneHCID 107076455-p-Methoxybenzyloxy-1-hydroxy-2-hydroxymethyl-4-pyridoneHCID 23665647Potassium tert-butoxide

Product 1

HCID 156277671-Diphenylmethyloxy-5 p-methoxybenzyloxy-2-hydroxymethyl-4-pyridone

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5.54 g of 5-p-methoxybenzyloxy-1-hydroxy-2-hydroxymethyl-4-pyridone is suspended in 40 ml of N,N-dimethylformamide, and then 2.24 g of potassium t-butoxide is added with ice cooling to dissolve. 4.94 g of benzhydryl bromide is added thereto and reacted at room temperature for 2.5 hours.

Workup

  1. dissolutionto dissolve
  2. customreacted at room temperature for 2.5 hours

Sources & evidence

ORD record
ord-01ec7d369000442991c48903b05c3433
Source dataset
uspto-grants-1991_07
Patent number
US05028601

Reaction notes

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